I can't speculate as to the motivation, but Howard Kagan does seem to enjoy working well outside the bounds of fiduciary responsibility when it comes to his theatrical investors. Not to say he doesn't also spend his own money; he does. But on the other hand, he still has a responsibility to his other investors. I remember when he produced Natasha Pierre... 1812, and it was such a hot ticket at the time (for Off Broadway) and then it moved, and yada yada-- I was stunned to learn that the show closed ultimately to 100% losses, and in debt to Howard Kagan for I want to say around $1m? I don't recall the exact debt figure, but I do recall the 100% losses. Now, that isn't the end of the world, lots of wonderful projects lose, and lose big-- but then, when I saw that their box office receipts week to week were often at or extremely near full capacity, I was just shocked. Because it's one thing to make a gamble and lose, but his project was basically sold out, meaning it was never ever "possible" for the show to recoup, because the best case scenario was achieved, and lost more than it all.
Anyway, I wouldn't be surprised if On the Town does tour. It is really good. And it would be great to employ the actors, etc-- but I just hope that when he "and his wife" raise the money to do it, that they only take money from people who know that they are more than happy to spend over the moon at their whimsy and as such should understand that this really isn't an investment, as it is a charitable contribution. Everyone who invests in theatre can afford to lose it, but people should be able to make a decision about where they make their gifts and where they make their investments.